Happy Gilmore

Plot hole: In the final tournament when Happy is stuck in the rough, he swings five times. Assuming he hit his drive into the rough and hit an AMAZING shot from the edge of the water into the hole, he still could do no better than a seven on the hole. Happy only lost one stroke on the hole.

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Plot hole: The bet between Happy and Shooter is in no way legally enforceable. Even if it was legal to make such a bet and it have it be enforced, the only person who can verify it was ever even made is Virginia who's obviously biased as Happy's girlfriend. The only way Shooter would actually honor the bet is to keep his word, which is completely out of character (he is the bad guy after all). And I'm sure with the money he's earned he can hire a bodyguard to protect him from Mr. Larson.

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Quotes

Happy Gilmore: I'm stupid. You're smart. I was wrong. You were right. You're the best. I'm the worst. You're very good-looking. I'm not attractive.

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Mistakes

In the beginning of the movie he is not taken onto the hockey team. After he is hustling at the driving range he goes to toughen up. As he is toughening up, Chubbs unplugs the machine. The kid tries it, but he never plugged it back in and the machine still manages to work.

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Trivia

The evil nursing home guy is played by one Ben Stiller, then a rising star, although his role is uncredited.

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